US5879736A - Process of making a hard butter composition - Google Patents

Process of making a hard butter composition Download PDF

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Publication number
US5879736A
US5879736A US08/845,238 US84523897A US5879736A US 5879736 A US5879736 A US 5879736A US 84523897 A US84523897 A US 84523897A US 5879736 A US5879736 A US 5879736A
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United States
Prior art keywords
hard butter
composition
present
fats
additive composition
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Expired - Lifetime
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US08/845,238
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English (en)
Inventor
Masayo Fujinaka
Masahisa Ibuki
Tetsuya Uchiyama
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Fuji Oil Co Ltd (fka Fuji Oil Holdings Inc)
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Fuji Oil Co Ltd
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Assigned to FUJI OIL COMPANY, LTD. reassignment FUJI OIL COMPANY, LTD. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: FUJINAKA, MASAYO, IBUKI, MASAHISA, UCHIYAMA, TETSUYA
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Classifications

    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G1/00—Cocoa; Cocoa products, e.g. chocolate; Substitutes therefor
    • A23G1/30—Cocoa products, e.g. chocolate; Substitutes therefor
    • A23G1/32—Cocoa products, e.g. chocolate; Substitutes therefor characterised by the composition containing organic or inorganic compounds
    • A23G1/36—Cocoa products, e.g. chocolate; Substitutes therefor characterised by the composition containing organic or inorganic compounds characterised by the fats used
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS OR COOKING OILS
    • A23D9/00—Other edible oils or fats, e.g. shortenings or cooking oils
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B7/00—Separation of mixtures of fats or fatty oils into their constituents, e.g. saturated oils from unsaturated oils
    • C11B7/0008—Separation of mixtures of fats or fatty oils into their constituents, e.g. saturated oils from unsaturated oils by differences of solubilities, e.g. by extraction, by separation from a solution by means of anti-solvents
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
    • C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
    • C11C3/04—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
    • C11C3/10—Ester interchange

Definitions

  • the present invention relates to an additive composition suitable for inhibiting fat blooming or graining of hard butter products and enabling the products to exhibit desired contracting characteristics which facilitate removal of the product from the mold.
  • the present invention also relates to a process of making a hard butter composition containing the additive composition.
  • hard butter in a broad sense including cacao butter mostly used for producing chocolate, or fats used for manufacturing margarine/shortening usually exist in several polymorphic forms. Change in crystal form will proceed in hard butter products leading to crystal growth, and causes undesirable phenomena, e.g., so called blooming of the solidified product or graining which is a grainy taste development in cream type products.
  • a tempering treatment a heat treatment to transfer the crystal form of the fat components uniformly, is employed in manufacturing chocolate or margarine/shortening to avoid blooming and/or graining problems.
  • the tempering is a time and energy consuming process and requires precise temperature control, it has been desired to eliminate the tempering process from confectionery manufacturing processes.
  • trans-isomerized triglyceride compositions which are high in trans fatty acids (trans fats) and triglyceride compositions high in lauric fatty acid (lauric fats).
  • trans fats are known to develop undesirable flavor due to isomerization which spoils the taste of the resulting chocolate.
  • the lauric fats generate an undesirable "soapy" flavor under some storage conditions.
  • hard butter compositions that do not need to be tempered, and that do not contain trans fats or lauric fats are desired.
  • JP-A-61-224934 discloses a hard butter composition containing SSU triglycerides (1,2-saturated-3-unsaturated triglycerides) in the other raw materials for hard butter exhibits good anti-blooming property when molded without tempering treatment.
  • U.S. Pat. No. 5,424,091 discloses a non-tempered fat composition which consists of defined amounts of SSU triglycerides, trisaturated triglycerides, and 1,3-saturated-2-unsaturated triglycerides.
  • One object of the present invention is to provide a triglyceride type hard butter additive composition useful to provide a hard butter composition which does not require tempering and is not trans isomerized triglycerides nor lauric fats, and which can provide a hard butter product with improved fat blooming and/or graining resistance and mold removability.
  • Another object of the present invention is to provide a process of making the hard butter additive composition of the present invention easily.
  • Still another object of the present invention is to provide a process for making a hard butter composition containing the hard butter additive composition of the present invention.
  • the present invention provides a hard butter additive composition comprising the medium melting point fraction of random interesterified palm stearin which will be described in more detail below.
  • the present invention also provides a process of making the additive composition of the present invention which comprises interesterifying palm stearin randomly and fractioning the interesterified palm stearin to remove the high melting point fraction and the low melting point fraction.
  • the present invention also provides a process of making a hard butter composition which comprises admixing about 20-50 parts by weight of the additive composition of the present invention with 100 parts by weight of the other raw materials for hard butter.
  • the most preferable raw material for hard butter is the middle melting point fraction of palm oil.
  • the hard butter additive composition of the present invention is useful for admixing with the raw materials for hard butter which are not transisomerized fats nor lauric fats, and can prevent fat blooming and/or graining and improve mold removability of a hard butter product such as chocolate or center cream without tempering process.
  • the present inventors have contemplated preventing fat blooming and/or graining and improving the mold removability of hard butter products.
  • an intermediate fraction of interesterified palm stearin can prevent fat blooming and/or graining of raw materials for hard butter which materials are non-transisomerized, non-lauric fats and are rich in POP, without tempering.
  • hard butter product represents a product manufactured from hard butter. Examples thereof include solid chocolate, coating or covering chocolate, center cream and the like.
  • non-transisomerized fats are not used to exclude materials containing any amount of transisomerized fats and/or lauric fats.
  • materials containing said fats as impurities are included in the range of above terms.
  • U represents an unsaturated fatty acid residue
  • S represents a saturated fatty acid residue
  • the hard butter additive composition of the present invention is triglyceride type fat or oil comprising the middle melting point fraction of random interesterified palm stearin.
  • Palm stearin is the high melting fraction of palm oil and is generally obtained as a by-product of palm olein or palm middle fraction. Palm stearin is standardized in Japanese Agricultural Standard (JAS) and consisting from 0.2% of C12, 1.3% of C14, 59.8% of C16, 3.6% of C18, 27.7% of C18:1 and 6.4% of C18:2.
  • the hard butter additive composition of the present invention has melting point of 40°-50° C., preferably, 42°-46° C.
  • the present invention also provides a process of making the additive composition of the present invention.
  • palm stearin is subjected to a random interesterification process.
  • Random interesterification can be carried out by any method known in the art, such as using an alkaline metal catalyst for example sodium methylate.
  • the resulting random interesterified palm stearin is subjected to fractionation to obtain the middle melting point fraction.
  • Fractionation can be carried out by any known method such as the dry fractionation method, fractionation using aqueous solutions of surfactant or fractionation using organic solvents. Fractionation using organic solvents such as hexane and acetone is preferable.
  • the high melting point fraction of the interesterified palm stearin is separated first with hexane and then the low melting point fraction is removed with acetone. Then the resulting intermediate fraction, i.e. middle melting point fraction having melting point of 40°-50° C. can be used as the additive composition of the present invention.
  • the middle melting point fraction mainly consists of S2U, i.e. SSU and SUS, type triglycerides.
  • the iodine value of the starting palm stearin is preferably about 34-36.
  • the present invention also provides a process of making hard butter compositions containing the additive composition of the present invention.
  • from 20 to 50 parts by weight, preferably from 25 to 35 parts by weight of the hard butter additive composition are admixed with 100 parts by weight of the other raw materials for hard butter.
  • the other raw materials for hard butter may be triglyceride fat materials which are rich in 1,3-saturated-2-unsaturated triglyceride, especially 1,3-peritoyl-2-oleoil gricelyne (POP).
  • POP 1,3-peritoyl-2-oleoil gricelyne
  • the raw material for hard butter is selected to raise the POP content of the hard butter composition to 40-60 wt %, preferably to 45-50 wt %.
  • palm mid fraction is preferable to use palm mid fraction as the raw materials for hard butter according to the present invention.
  • any known fats and fatty oils or mixture thereof can be used if they can raise the above preferable POP content when admixed with the hard butter additive composition.
  • the raw material for hard butter include commercially available raw materials for tempering type hard butter composition, shea butter, sal fat and cacao butter.
  • the amount of the hard butter additive composition per 100 parts by weight of the raw material is less than 20 parts by weight, blooming and/or graining resistance of the resulting hard butter composition is scarcely expected.
  • the amount of the additive composition is more than 50 parts by weight, the melting in mouth properties will be deteriorated due to the trisaturated triglyceride components in the additive composition.
  • the amount of the additive composition or the component of the other raw material for hard butter is selected to adjust the SSU content in the hard butter to less than about 25 wt %.
  • the hard butter contains more than about 25 wt % of SSU, the hard butter product manufactured from the hard butter will stick in the mold upon being removed.
  • Hard butter products manufactured from the hard butter of the present invention do not require tempering treatment, exhibit excellent graining and blooming resistance and suitable contracting properties.
  • the hard butter composition of the present invention can be used for the manufacturing of solid type confectionery products such as chocolate, cream type products such as center cream or margarine/shortening.
  • Palm stearin having an iodide value of 35 was subjected to random interesterification in the presence of sodium methylate as a catalyst at 80° C., for 1 hour. From the interesterified palm stearin, the high melting point fraction was separated and removed through organic solvent fractionation with hexane. The remainder was further fractionated to remove the low melting point fraction with acetone. The middle melting point fraction, i.e. the fraction having melting point of 44.0° C. was obtained in a yield of 47.0% and was used as hard butter additive composition (additive composition A) below.
  • additive composition A hard butter additive composition
  • the triglyceride composition of the additive composition A was 25.7% of SUS, 39.6% of SSU and 12.6% of SSS and the fatty acid composition was 1.3% of C14, 65.4% of C16, 5.5% of C18, 23.0% of C18:1, 4.3% of C18:2.
  • a hard butter composition was prepared by admixing 100 parts of the middle melting point fraction of palm oil (I.V. 45) with 35 parts of the additive composition A and kneading the mixture at 60° C., 10 minutes.
  • the triglyceride composition of the hard butter composition (“hard butter A") was 48.6% of SUS, 21.0% of SSU and 4.1% of SSS and the fatty acid composition was 1.2% of C14, 51.2% of C16, 5.7% of C18, 34.3% of C18:1, 6.7% of C18:2.
  • Chocolates having the formulation as shown in Table 1 were manufactured in a conventional manner without tempering using the hard butter A or MELANO STM® a non-tempering type hard butter containing trans fats (Fuji Oil Company Limited, Osaka, Japan) for the ingredient of "hard butter” in Table 1.
  • the fatty acid composition of MELANO STM® was 1.2% of C14, 37.1% of C16, 6.0% of C18, 53.2% of C18:1 and 1.8% of C18:2, and the trans acid content was 44%.
  • the chocolate product manufactured from the hard butter A showed excellent removability from the mold but the product from the conventional non-tempering type hard butter stuck in the mold.
  • a hard butter composition was prepared by admixing 100 parts of palm mid fraction with 50 parts of the hard butter additive composition A and 16 parts of palm stearin and kneading the mixture at 70° C. for 10 minutes.
  • the obtained hard butter composition (“hard butter B") has a triglyceride composition of 42.6% of SUS, 27.0% of SSU and 8.5% of SSS and fatty acids composition of 0.1% of C12, 1.2% of C14, 53.7% of C16, 5.6% of C18, 32% of C18:1, 6.0% of C18:2.
  • Chocolate was manufactured from the hard butter B and other ingredients of the above Table 1 by conventional method without tempering process. When removing the resulting product from the mold, the product stuck in the mold. However, the chocolate product of Example 3 had a good quality as a coating or covering chocolate.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Analytical Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Confectionery (AREA)
  • Edible Oils And Fats (AREA)
  • Fats And Perfumes (AREA)
US08/845,238 1996-04-24 1997-04-21 Process of making a hard butter composition Expired - Lifetime US5879736A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP8-102243 1996-04-24
JP10224396A JP3491658B2 (ja) 1996-04-24 1996-04-24 ハードバター添加用組成物及びハードバターの製造法

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US5879736A true US5879736A (en) 1999-03-09

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US (1) US5879736A (fr)
EP (1) EP0803196B1 (fr)
JP (1) JP3491658B2 (fr)
DE (1) DE69705663T2 (fr)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6258398B1 (en) * 1999-03-23 2001-07-10 Fuji Oil Company, Limited Hard butter composition and its production
EP2014174A1 (fr) * 2007-07-11 2009-01-14 Loders Croklaan B.V. Composition de glycéride utilisé comme graisse de revêtement
WO2009007105A1 (fr) * 2007-07-11 2009-01-15 Loders Croklaan B.V. Composition contenant des triglycérides
US20090022875A1 (en) * 2004-08-11 2009-01-22 Koji Asama Fat-and-oil compositions for inhibiting the migration of water in food and foods made by using the same
CN103533840A (zh) * 2011-05-25 2014-01-22 不二制油株式会社 用于巧克力的脂肪组合物
CN106659177A (zh) * 2014-05-21 2017-05-10 荷兰洛德斯克罗科兰有限公司 脂肪组合物
US9803159B2 (en) 2009-09-30 2017-10-31 The Nisshin Oillio Group, Ltd. Method of making oil-and-fat

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DK1676484T4 (da) † 1996-06-26 2014-06-23 Loders Croklaan Bv Non-temper fyldningsfedtstoffer uden transindhold til chokolade
DE69817745T2 (de) * 1997-12-15 2004-07-01 Loders Croklaan B.V. Nicht-temperierte laurinarme Fettzusammensetzungen
EP0923874B1 (fr) * 1997-12-15 2003-09-03 Loders Croklaan B.V. Compositions de graisses non-tempérées à faible teneur en acide laurique
WO2005094598A1 (fr) * 2004-03-31 2005-10-13 Fuji Oil Company, Limited Beurre solide et procede de fabrication dudit beurre
EP1804589B2 (fr) † 2004-10-08 2017-01-11 AAK Denmark A/S Compositions de corps gras
PL1889546T3 (pl) * 2006-08-17 2014-05-30 Unilever Nv Rozdrobniona żywnościowa mieszanina zawierająca tłuszcz
JP4515470B2 (ja) * 2007-01-30 2010-07-28 花王株式会社 ハードバター
EP2173197B1 (fr) * 2007-07-25 2019-07-03 Bunge Loders Croklaan B.V. Procédé
JP5461879B2 (ja) * 2008-04-30 2014-04-02 株式会社Adeka 非ラウリン、低トランス及び非テンパー型ハードバター組成物
DK2340720T3 (da) 2009-12-17 2013-01-14 Fuji Oil Europe Fremgangsmåde til fremstilling af en fedtsammensætning
KR102000298B1 (ko) * 2010-06-30 2019-07-15 후지세유 그룹 혼샤 가부시키가이샤 비-라우릭, 비-트랜스, 비-템퍼링형 제과용 유지 및 그 제조법
CN104284594B (zh) 2012-05-10 2016-05-11 日清奥利友集团株式会社 适合于非调质型硬质黄油的油脂组合物
WO2013172075A1 (fr) * 2012-05-18 2013-11-21 株式会社J-オイルミルズ Accélérateur de cristallisation
PL2839750T3 (pl) * 2013-08-22 2018-06-29 Loders Croklaan B.V. Kompozycja tłuszczowa
JP6466062B2 (ja) * 2014-01-22 2019-02-06 ミヨシ油脂株式会社 コーティング用油脂組成物
JP6255264B2 (ja) * 2014-02-05 2017-12-27 ミヨシ油脂株式会社 粉末油脂とそれを用いた飲食品
EP3456203A1 (fr) 2014-03-03 2019-03-20 Bunge Loders Croklaan B.V. Composition de graisse et mélange de graisses
WO2016134922A1 (fr) * 2015-02-27 2016-09-01 Nestec S.A. Mélange de triglycérides et composition de confiserie le comprenant
JP6654029B2 (ja) * 2015-12-03 2020-02-26 ミヨシ油脂株式会社 コーティング用油脂組成物
JP7101450B2 (ja) * 2016-03-22 2022-07-15 日清オイリオグループ株式会社 油脂組成物及び該油脂組成物を使用して得られる油性食品
JP7226956B2 (ja) * 2017-11-15 2023-02-21 株式会社Adeka 常温ブルーム防止材
JP2020185013A (ja) * 2020-08-18 2020-11-19 日清オイリオグループ株式会社 油脂組成物及び該油脂組成物を使用して得られる油性食品

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US3634100A (en) * 1968-03-01 1972-01-11 Lever Brothers Ltd Margarine fat containing randomized fat component
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US4501764A (en) * 1982-01-20 1985-02-26 Lever Brothers Company Margarine fat blend with a reduced tendency to sandiness
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JPH02132191A (ja) * 1988-11-12 1990-05-21 Fuji Oil Co Ltd 乳脂様油脂の製造法
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JPH03247240A (ja) * 1990-02-23 1991-11-05 Kanegafuchi Chem Ind Co Ltd ファットブルーム耐性向上剤、該向上剤を含有してなるハードバター及びそれらを用いたチョコレート類
WO1993024017A1 (fr) * 1992-05-22 1993-12-09 Unilever N.V. Melanges de matieres grasses inhibant la formation d'efflorescence
US5424091A (en) * 1991-10-03 1995-06-13 Loders Croklaan B.V. Non-temper, confectionery fats
US5547698A (en) * 1990-04-03 1996-08-20 Van Den Bergh Foods Co. Division Of Conopco Inc. Edible fats
US5667837A (en) * 1995-05-19 1997-09-16 Van Den Bergh Foods Co., Division Of Conopco, Inc. Edible fat product

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Publication number Priority date Publication date Assignee Title
US3491677A (en) * 1965-02-03 1970-01-27 Afico Sa Antibloom chocolate composition and method for producing it
US3634100A (en) * 1968-03-01 1972-01-11 Lever Brothers Ltd Margarine fat containing randomized fat component
GB2023636A (en) * 1978-05-31 1980-01-03 Lesieur Cotelle Process for the production of edible fractions from natural fatty substances and the fractions produced in this way
EP0081881A2 (fr) * 1981-12-15 1983-06-22 Societe Des Produits Nestle S.A. Procédé pour le fractionnement par solvant de stéarines de l'huile de palme et produits obtenus par ce procédé
US4501764A (en) * 1982-01-20 1985-02-26 Lever Brothers Company Margarine fat blend with a reduced tendency to sandiness
EP0132506A2 (fr) * 1983-07-26 1985-02-13 Societe Des Produits Nestle S.A. Fractionnement azéotropique de graisses
US4726959A (en) * 1985-03-01 1988-02-23 Kao Corporation Fat blooming inhibitor
JPS61224934A (ja) * 1985-03-29 1986-10-06 不二製油株式会社 油脂の製造法
JPH02132191A (ja) * 1988-11-12 1990-05-21 Fuji Oil Co Ltd 乳脂様油脂の製造法
JPH02249452A (ja) * 1989-03-23 1990-10-05 Mitsubishi Kasei Corp チョコレートのファットブルーム防止剤
JPH03247240A (ja) * 1990-02-23 1991-11-05 Kanegafuchi Chem Ind Co Ltd ファットブルーム耐性向上剤、該向上剤を含有してなるハードバター及びそれらを用いたチョコレート類
US5547698A (en) * 1990-04-03 1996-08-20 Van Den Bergh Foods Co. Division Of Conopco Inc. Edible fats
US5424091A (en) * 1991-10-03 1995-06-13 Loders Croklaan B.V. Non-temper, confectionery fats
WO1993024017A1 (fr) * 1992-05-22 1993-12-09 Unilever N.V. Melanges de matieres grasses inhibant la formation d'efflorescence
US5667837A (en) * 1995-05-19 1997-09-16 Van Den Bergh Foods Co., Division Of Conopco, Inc. Edible fat product

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6258398B1 (en) * 1999-03-23 2001-07-10 Fuji Oil Company, Limited Hard butter composition and its production
US20090022875A1 (en) * 2004-08-11 2009-01-22 Koji Asama Fat-and-oil compositions for inhibiting the migration of water in food and foods made by using the same
US20100028523A1 (en) * 2004-08-11 2010-02-04 Koji Asama Fat-and-oil compositions for inhibiting the migration of water in food and foods made by using the same
US20100215810A1 (en) * 2007-07-11 2010-08-26 Zand Imro T Glyceride Composition For Use As Coating Fat
WO2009007101A1 (fr) * 2007-07-11 2009-01-15 Loders Croklaan B.V. Composition de glycérides destinée à être utilisée en tant que matière grasse d'enrobage
WO2009007105A1 (fr) * 2007-07-11 2009-01-15 Loders Croklaan B.V. Composition contenant des triglycérides
EP2014174A1 (fr) * 2007-07-11 2009-01-14 Loders Croklaan B.V. Composition de glycéride utilisé comme graisse de revêtement
US20100215809A1 (en) * 2007-07-11 2010-08-26 Tzand Imro Composition Comprising Triglycerides
US8357421B2 (en) * 2007-07-11 2013-01-22 Loders Croklaan B.V. Composition comprising triglycerides
US8361531B2 (en) * 2007-07-11 2013-01-29 Loders Croklaan B.V. Glyceride composition for use as coating fat
US9803159B2 (en) 2009-09-30 2017-10-31 The Nisshin Oillio Group, Ltd. Method of making oil-and-fat
CN103533840A (zh) * 2011-05-25 2014-01-22 不二制油株式会社 用于巧克力的脂肪组合物
CN106659177A (zh) * 2014-05-21 2017-05-10 荷兰洛德斯克罗科兰有限公司 脂肪组合物

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JP3491658B2 (ja) 2004-01-26
JPH09285255A (ja) 1997-11-04
EP0803196A1 (fr) 1997-10-29
DE69705663D1 (de) 2001-08-23
EP0803196B1 (fr) 2001-07-18
DE69705663T2 (de) 2002-05-23

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